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Cupertino Holiday Rentals

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Our top choices for Cupertino holiday rentals

Charming 1-bedroom house in superb San Jose with AC, WiFi

Charming 1-bedroom house in superb San Jose with AC, WiFi
West San Jose
5.2 out of 10, (5 reviews)
"When we went to the place we had issues finding our way to enter the property the landlord was able to give me some information about how to get in. The she mentioned she forgot to clean the place. We got in and found used towels all around with weird smell. The places wasn’t cleared. And what she offered to solve was to wait like 2 hours for her to arrive that will give us clean bed sheets for us to change. We had driven a lot to find where we stay will be clean at least. So we managed to...
United States
Julio M.
The price is AU$206
includes taxes & fees
1 Aug - 2 Aug
Charming 1-bedroom house in superb San Jose with AC, WiFi

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Cupertino
9.6 out of 10, Exceptional, (5 reviews)
"This property is located in a residential and quiet neighborhood with a nice park within walking distance! Great place for someone who is traveling by themselves!"
United States
Kevin
The price is AU$467
includes taxes & fees
10 Aug - 11 Aug
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Brand New Guest Suite + Luxurious Bath, Near SJC

Brand New Guest Suite + Luxurious Bath, Near SJC
Burbank
7.8 out of 10, Good, (18 reviews)
"Just a room and a bath in a good locationMet my needs -- would stay there againI recommend it"
United States
Elena L.
The price is AU$174
includes taxes & fees
9 Aug - 10 Aug
Brand New Guest Suite + Luxurious Bath, Near SJC

Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (68 reviews)
"Check in is tricky but they explain thoroughly. Clean room and nice amenities."
United States
Olivia
The price is AU$261
includes taxes & fees
23 Aug - 24 Aug
Kasa University-Airport Santa Clara

Upscale Bay Area themed place near Santana Row

Upscale Bay Area themed place near Santana Row
West San Jose
9.8 out of 10, Exceptional, (7 reviews)
"Place was beautiful. Very convenient to westfield mall and Santana row. "
United States
Kelly L.
The price is AU$420
includes taxes & fees
30 July - 31 July
Upscale Bay Area themed place near Santana Row

Charming Apartment in the heart of Silicon Valley unit 3

Charming Apartment in the heart of Silicon Valley unit 3
San Jose
9.4 out of 10, Exceptional, (9 reviews)
"Easy stay, walking distance to Santana Row. "
United States
Eric H.
The price is AU$294
includes taxes & fees
31 July - 1 Aug
Charming Apartment in the heart of Silicon Valley unit 3

💎Cozy 1B/1B in a prime location • 🌲AC/ 1000mb wifi/ Washer, dryer/ more…

💎Cozy 1B/1B in a prime location • 🌲AC/ 1000mb wifi/ Washer, dryer/ more…
Sunnyvale
9.8 out of 10, Exceptional, (11 reviews)
"Great location, quiet and quaint. "
United States
Karen B.
The price is AU$415
includes taxes & fees
2 Aug - 3 Aug
💎Cozy 1B/1B in a prime location • 🌲AC/ 1000mb wifi/ Washer, dryer/ more…

Entire 2BR Apt w/ AC/Laundry/EV in Quiet Sunnyvale

Entire 2BR Apt w/ AC/Laundry/EV in Quiet Sunnyvale
Sunnyvale West
10.0 out of 10, Exceptional, (3 reviews)
"Belle and David did there best to make sure that my family and I had a wonderful stay. We greatly appreciate there hospitality and wish them the best "
United States
Veronica D.
The price is AU$586
includes taxes & fees
25 Aug - 26 Aug
Entire 2BR Apt w/ AC/Laundry/EV in Quiet Sunnyvale

Posh place near Santana Row for vacation/business

Posh place near Santana Row for vacation/business
West San Jose
9.6 out of 10, Exceptional, (30 reviews)
"Great place to stay "
United Kingdom
Dan M.
The price is AU$392
includes taxes & fees
25 Aug - 26 Aug
Posh place near Santana Row for vacation/business

Downtown 1bd/1ba ADU

Downtown 1bd/1ba ADU
Heritage District
10.0 out of 10, Exceptional, (1 review)
"This location was FANTASTIC! I really didn’t realize when I booked how close it was to the CalTrain to go to San Francisco which made our weekends SO easy! It also had the cutest shopping area on the other side of the train that met all our needs. The room apartment was spacious and clean, and even had a tub which I didn’t realize was so rare in California lol! And even though there was an accident with a pipe in the laundry room, the host made sure it was clean and accessible! It was a truly...
United States
Kayla P.
The price is AU$433
includes taxes & fees
27 Aug - 28 Aug
Downtown 1bd/1ba ADU

Cupertino 2BR w/AC/Washer/Dryer/EV on 1F

Cupertino 2BR w/AC/Washer/Dryer/EV on 1F
Sunnyvale West
The price is AU$566
includes taxes & fees
16 Aug - 17 Aug
Cupertino 2BR w/AC/Washer/Dryer/EV on 1F

Boutique 1BR Private Unit with AC, Silicon Valley, 5 min Santana Row, fast WiFi

Boutique 1BR Private Unit with AC, Silicon Valley, 5 min Santana Row, fast WiFi
Willow Glen
The price is AU$404
includes taxes & fees
1 Aug - 2 Aug
Boutique 1BR Private Unit with AC, Silicon Valley, 5 min Santana Row, fast WiFi

Comfy stay in Santa Clara

Comfy stay in Santa Clara
Santa Clara
10.0 out of 10, Exceptional, (1 review)
"Very nice property, and conveniently located"
United States
Richard A.
The price is AU$544
includes taxes & fees
20 Aug - 21 Aug
Comfy stay in Santa Clara

Modern style Santana Row loft

Modern style Santana Row loft
San Jose
9.6 out of 10, Exceptional, (8 reviews)
"The host was very responsive and attentive. Also loved the proximity to Santana Row shopping "
United States
Sue A.
The price is AU$636
includes taxes & fees
9 Aug - 10 Aug
Modern style Santana Row loft

Santana Row Properties #6 - Silicon Valley Getaway

Santana Row Properties #6 - Silicon Valley Getaway
San Jose
10.0 out of 10, Exceptional, (19 reviews)
"This apartment is in such a great location right on Santana Row where there is really nice shopping and restaurants. The bed was super comfortable and the amenities were great. I will definitely be staying here again."
United States
Wendy C.
The price is AU$786
includes taxes & fees
30 July - 31 July
Santana Row Properties #6 - Silicon Valley Getaway

Luxury 1 bedroom apartment in Santana Row, San Jose

Luxury 1 bedroom apartment in Santana Row, San Jose
San Jose
9.8 out of 10, Exceptional, (9 reviews)
"Wonderful stay!"
United States
Kristie M.
The price is AU$546
includes taxes & fees
1 Aug - 2 Aug
Luxury 1 bedroom apartment in Santana Row, San Jose

Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths

Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths
Cupertino
10.0 out of 10, Exceptional, (7 reviews)
"The rental was a beautiful and spacious property. Jennifer was extremely helpful and her communication was some of the best I’ve experienced when using Airbnb. I would highly recommend this rental!"
United States
Grant H.
The price is AU$1,396
includes taxes & fees
30 July - 31 July
Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths

Cozy, central Santa Clara escape

Cozy, central Santa Clara escape
Santa Clara
7.0 out of 10, Good, (2 reviews)
"Enjoyed our stay!"
United States
Slflo70 F.
The price is AU$512
includes taxes & fees
27 Aug - 28 Aug
Cozy, central Santa Clara escape

Santana Row Properties #4 - Silicon Valley Getaway!

Santana Row Properties #4 - Silicon Valley Getaway!
San Jose
10.0 out of 10, Exceptional, (6 reviews)
"Wonderful stay. "
United States
Joey N.
The price is AU$699
includes taxes & fees
5 Aug - 6 Aug
Santana Row Properties #4 - Silicon Valley Getaway!

A Sunny Home in San Jose 2b/2b

A Sunny Home in San Jose 2b/2b
Burbank
The price is AU$477
includes taxes & fees
2 Aug - 3 Aug
A Sunny Home in San Jose 2b/2b
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cupertino Hotel Reviews

Find out more about Cupertino

Everything you need to know about Cupertino holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cupertino holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cupertino holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Cupertino holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cupertino. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cupertino holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cupertino holiday rentals we have selected for you start as low as AU$174 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Cupertino rentals

At Expedia, we put the best Cupertino holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cupertino rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cupertino holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cupertino. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Cupertino?

Yes, there are holiday rentals in Cupertino close to Labyrinth 1, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Cupertino. The live music and theatre scene are some other things you might like to check out during your trip.

What are some of the best holiday rentals that Cupertino has to offer?

'Treehouse' in the Redwoods - sleeps 4!: This holiday home rental outside of Cupertino comes with WiFi so that you can feel at home during your trip. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Cupertino?

Expedia has 13 holiday rentals for your stay in Cupertino.

What’s there to see and do in Cupertino?

Enjoy the outdoors at Silicon Valley and Santa Cruz Mountains, or simply take in cultural attractions like Cupertino Historical Society and Museum and McClellan Ranch Park. In the wider area, you’ll find popular places such as Levi's Stadium and Santana Row Shopping Center.

What are holiday rentals like in Cupertino?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cupertino. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a small group gathering.